
House holiday rentals in San Benedetto del Tronto
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Top-rated house rentals in San Benedetto del Tronto
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La Casetta - Entire house 5 minutes from the center.
Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

Views from the roof of Le Marche
Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

Casa Belvedere
The House is located in the historic center of Colonnella, a few kilometers from the blue flag beaches of Alba Adriatica, Tortoreto, Giulianova, San Benedetto del Tronto and 26 km from Ascoli Piceno. Completely renovated with spectacular panoramic views and large terrace overlooking the Adriatic Sea. The apartment consists of a bedroom with double bed, bathroom and living room with kitchenette and double sofa bed. Bars, wineries, restaurants and supermarkets are just a short walk away.

Corner of paradise - Alpaca village nature and relaxation
Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

A stone's throw from the square
Enjoy a stylish vacation in this property in the heart of the historic center, a newly built apartment with all the services available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property is completed by a beautiful double bedroom with TV and a living room with a comfortable sofa bed and reading space. In the surroundings there are all the amenities: parking and all the most beautiful monuments of the city.

Mini apartment with pool Villa Cerqueto
The apartment, ideal for 2/5 people, consists of a large and bright living area with kitchenette, sofa bed, TV and Wi-Fi; a spacious bedroom with double bed and bunk bed and a large balcony where you can eat. The bathroom is inside the room. The swimming pool and garden are shared with all the guests of the property. The Agostini family, owner and resident of the property, will always be ready to respond to every need while respecting the privacy of its guests.

La Betulla - Majesty View LUX
Escape to an exclusive 4-bedroom luxury villa set within 25,000 sqm of breathtaking landscapes in the heart of Italy. Perfect for those seeking relaxation, adventure, and gourmet experiences. ✨ Why You’ll Love It: 🌿 Truffle Forest & Farm Lab 🏊♂️ Expansive Pool & Outdoor Lounge - Unwind in pure luxury 🛏️ Elegant & Spacious Interiors 🌍 Prime Location – Close to the Adriatic Coast & top cultural destinations Book now for a one-of-a-kind Italian escape! 🌟

"Casa Cinill" - A little slice of paradise
Take a break and unwind at this peaceful oasis. Immersed in nature, equipped with all comforts, away from the daily hustle and bustle, you can relax under the gaze of the Gran Sasso or explore the surrounding nature by walking under the trees of the forest and, with a few minutes by car, reach your favorite destinations, between the sea and the mountains to discover the wonderful Abruzzo! Large, fenced and private outdoor courtyard perfect for 4-legged friends!

La Casetta di Dama Vacation Home
Relax with the whole family in this quiet and cozy accommodation. Located in a hilly area in an ancient village of Santa Margherita, five minutes from the Municipality of Atri, a city of Art and History. From here, in just 15 minutes, you can easily reach the beautiful beaches of Roseto and Pineto Blue Flag in the Cerrano Marine Park, and for mountain lovers, dive into the fantastic Gran Sasso Park and Monti della Laga in a short time.

Apartment 1 Panoramic Terrace 2-3 Pax
The farmhouse, renovated in rustic style with exposed bricks is set in a landscape between rows of vineyards and extensive olive groves. The apartment with wooden roof and a large terrace overlooking the Montagne Gemelle, the Gran Sasso, and the Monti Sibillini. You will enjoy the quiet of the countryside in a true slice of agricultural life. We are inside a winery, it is possible, on request, to buy wine or book a themed tasting.

Casalmare Giulianova Scirocco
Discover the charm of Giulianova by staying at Casalmare Giulianova Scirocco, a cozy apartment ideally located for exploring the city. This lovely accommodation offers 1 bedroom + sofa bed in the living room and 1 bathroom, perfect for couples or families. Among the main amenities you will find air conditioning, heating, wireless internet, a washing machine, as well as a kitchen equipped with a stove and refrigerator.

CASA GALLO ROSSO relaxation & privacy
Enchanting Panoramic View Perfect for your vacation, this country house guarantees absolute freedom and privacy. Immersed in a breathtaking landscape, it is just 25 minutes from the sea and 40 minutes from the mountains. With a swimming pool for exclusive use and no shared space, it is ideal for a relaxing and unforgettable vacation. Enjoy spectacular sunsets and the unique atmosphere of the Abruzzo countryside!
Popular amenities for house rentals in San Benedetto del Tronto
House rentals with a pool

Charming Casa Capriola - Panoramic views

Pool house, relax in the olive trees garden

[Villa Vista Mare] Parcheggio Bbq Piscina

Dolce Canto Mogliano - Casale con piscina privata

{Private Pool} 10 beds, Wifi, AC, Garden

Villa Aura|Exclusive retreat for families and groups

A little house in the woods - Rustico Ceppino -

Large family apartment at Villa Milli
Weekly house rentals

Dimora dei Cordari - Breakfast & Beach Included

La Villetta

Villa with private garden 650 meters from the sea

Apartment with View of the Sibillini Mountains and Hamlet

Terraces overlooking the village

House in Colonnella

Villa Fonte in Colle-pool and 4 bedrooms

Medieval Tower – Gran Sasso View – Apartment 1
Private house rentals

The country house in Giulianova

Giglio apartment with the pool access

S. Giacomo Vacation home

Casale Calù

country house

La Casa Rossa - Countryhouse with swimmingpool

The Dimora del Cont'Orto

Casa San Martino
Quick stats about house rentals in San Benedetto del Tronto

Total holiday rentals
Explore 30 holiday rentals in San Benedetto del Tronto

Nightly prices starting at
San Benedetto del Tronto holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 220 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of San Benedetto del Tronto holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Benedetto del Tronto rentals

4.7 Average rating
San Benedetto del Tronto stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- House rentals Marche
- House rentals Italy
- Riviera del Conero
- Gran Sasso d'Italia
- Rocca Calascio
- Pescara Centrale
- Sibillini Mountains National Park
- Shrine of the Holy House
- Tennis Riviera Del Conero
- Sibillini Mountains
- Spiaggia di San Michele
- Birthplace of Gabriele D'Annunzio Museum
- Sirolo
- Spiaggia Urbani
- Centro Commerciale Megalò
- Aragonese Castle
- Porto Turistico Marina Di Pescara
- Ponte del Mare
- Torre Di Cerrano
- Spiaggia della Torre
- Basilica Santa Rita da Cascia
- Riserva naturale di interesse provinciale Pineta Dannunziana
- Sferisterio di Macerata
- Basilica di Santa Maria di Collemaggio
- Riserva Naturale Regionale Sentina
- Fountain of the 99 Water Spouts





